I love eating out, including some wine with dinner—but I can’t tell much difference between different bottles, and I never know which wine to order or how much to spend. When I ask waiters or sommeliers for advice, they often give some flowery descriptions about soil and accents of apricot, but these never help me figure out which wine pairs best with my meal. The whole wine-ordering business makes me feel incompetent and inadequate. Do you have any simple advice for how to order wine?

—Josh

The first thing to realize when picking from a wine list is that you are in a battlefield. This is a battle for your wallet—a fight between the restaurant, whose interest is to get as much of your money as possible right now, and your savings account. The restaurant’s owners have much more data than you do about how people make their wine decisions, and they also get to set up the menu in a way that gives them the upper hand.

In particular, restaurants know that people make relative decisions: If a place includes some very expensive wines on its list (say, bottles for $200 or more), customers are unlikely to order them, but their mere presence on the list will make a $70 bottle seem much more reasonable.

Restaurants also know that many of us are cheap—but we don’t want to seem cheap, which means that almost no one orders the cheapest wine on the menu. The wine of choice for cheapskates is the second-cheapest wine on the list.

Finally, the restaurants have another weapon in their arsenal: waiters and sommeliers who add to our feelings of inadequacy and confusion and, in the haze of our decision-making, can easily push us toward more expensive wines.

Now that you are starting to think about ordering wine as a battle, or maybe a game of chess, you can think ahead. Perhaps decide in advance to spend up to a certain amount of money on wine. Or tell the waiter that you have a religious rule against spending more than a set sum on wine and ask for a recommendation that would fit within your boundaries.

And if you really want to strike back, inform the waiter that you have allocated a total of $50 for the tip and wine combined—so the more you spend on wine, the less you will leave for a tip. Now let’s see what they recommend.

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Dear Dan,

I am convinced that some of our decisions are irrational, but what’s the proportion of irrational decisions?

—Julianne

The right question, I think, isn’t the proportion of irrational decisions but their impact. Think about something like texting and driving—perhaps you do it only 3% of the time, but each of these instances could kill you and other people. So what we really need to ask ourselves isn’t the proportion of our irrational behavior but the extent to which such behavior can harm our lives, the lives of those around us and society in general.

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Dear Dan,

I often hear people say that after they go for a run, their minds are clear, and they can focus better on big questions at work. Can this be so? Do we need to exercise to think clearly?

—Sam

I suspect that running isn’t the best way to clear the mind. In fact, I suspect that running while thinking about work is a recipe for designing products and experiences that enhance agony and misery. Now that I think about it, maybe this was the start of what we know as “customer service” for cable companies.